An Efficient Synthesis of 2-(Trifluoromethyl)-2H-[1,3]oxazino[2,3-a]isoquinolines via a Three-Component Cascade Approach Using a Continuous-Flow Microreactor
Тип публикации: Journal Article
Дата публикации: 2012-05-08
scimago Q2
wos Q2
БС2
SJR: 0.559
CiteScore: 4.6
Impact factor: 2.3
ISSN: 00397881, 1437210X
Catalysis
Organic Chemistry
Краткое описание
The three-component reaction between an isoquinoline, a dialkyl acetylenedicarboxylate and 2,2,2-trifluoro-1-phenylethanone involving a 1,4-dipolar cycloaddition cascade approach is developed using a continuous-flow microreactor. The reaction conditions (solvent, flow rate and temperature) are optimized leading to the synthesis 2-(trifluoromethyl)-2H-[1,3]oxazino[2,3-a]isoquinoline derivatives in 79-83% isolated yields, whilst eliminating the formation of 11bH-pyrido[2,1-a]isoquinoline-1,2,3,4-tetracarboxylate by-products. The continuous-flow method is also applied to similar reactions using aromatic aldehydes as the carbonyl component.
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Lei M. et al. An Efficient Synthesis of 2-(Trifluoromethyl)-2H-[1,3]oxazino[2,3-a]isoquinolines via a Three-Component Cascade Approach Using a Continuous-Flow Microreactor // Synthesis. 2012. Vol. 44. No. 16. pp. 2519-2526.
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Lei M., Zhang H., Wan T., Li W., Zhang H. An Efficient Synthesis of 2-(Trifluoromethyl)-2H-[1,3]oxazino[2,3-a]isoquinolines via a Three-Component Cascade Approach Using a Continuous-Flow Microreactor // Synthesis. 2012. Vol. 44. No. 16. pp. 2519-2526.
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TY - JOUR
DO - 10.1055/s-0031-1290809
UR - https://doi.org/10.1055/s-0031-1290809
TI - An Efficient Synthesis of 2-(Trifluoromethyl)-2H-[1,3]oxazino[2,3-a]isoquinolines via a Three-Component Cascade Approach Using a Continuous-Flow Microreactor
T2 - Synthesis
AU - Lei, Ming
AU - Zhang, Hong
AU - Wan, Tian
AU - Li, Wei
AU - Zhang, Hong
PY - 2012
DA - 2012/05/08
PB - Georg Thieme Verlag KG
SP - 2519-2526
IS - 16
VL - 44
SN - 0039-7881
SN - 1437-210X
ER -
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@article{2012_Lei,
author = {Ming Lei and Hong Zhang and Tian Wan and Wei Li and Hong Zhang},
title = {An Efficient Synthesis of 2-(Trifluoromethyl)-2H-[1,3]oxazino[2,3-a]isoquinolines via a Three-Component Cascade Approach Using a Continuous-Flow Microreactor},
journal = {Synthesis},
year = {2012},
volume = {44},
publisher = {Georg Thieme Verlag KG},
month = {may},
url = {https://doi.org/10.1055/s-0031-1290809},
number = {16},
pages = {2519--2526},
doi = {10.1055/s-0031-1290809}
}
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MLA
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Lei, Ming, et al. “An Efficient Synthesis of 2-(Trifluoromethyl)-2H-[1,3]oxazino[2,3-a]isoquinolines via a Three-Component Cascade Approach Using a Continuous-Flow Microreactor.” Synthesis, vol. 44, no. 16, May. 2012, pp. 2519-2526. https://doi.org/10.1055/s-0031-1290809.